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Key Documents

185868

Sigma-Aldrich

N,N-Diethylaniline

≥99%

Synonym(s):

DEA

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About This Item

Linear Formula:
(C2H5)2NC6H5
CAS Number:
Molecular Weight:
149.23
Beilstein:
742483
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39030426
PubChem Substance ID:
NACRES:
NA.22

vapor density

5.2 (vs air)

vapor pressure

1 mmHg ( 49.7 °C)

Assay

≥99%

form

liquid

autoignition temp.

1166 °F

refractive index

n20/D 1.542 (lit.)

bp

217 °C (lit.)

mp

−38 °C (lit.)

solubility

water: soluble 1g in 70ml at 12 °C
alcohol: slightly soluble
chloroform: slightly soluble
diethyl ether: slightly soluble

density

0.938 g/mL at 25 °C (lit.)

functional group

amine

SMILES string

CCN(CC)c1ccccc1

InChI

1S/C10H15N/c1-3-11(4-2)10-8-6-5-7-9-10/h5-9H,3-4H2,1-2H3

InChI key

GGSUCNLOZRCGPQ-UHFFFAOYSA-N

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General description

N,N-Diethylaniline forms charge transfer complex with fullerenes.

Application

N,N-Diethylaniline was used in one-pot synthesis of oxazol-5(4H)-ones. It was used in the synthesis of azo disperse dyes. It was used to prepare 6′-prenylisoflavone via Claisen rearrangement.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 2 - Skin Irrit. 2 - STOT RE 2 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Flash Point(F)

190.4 °F - closed cup

Flash Point(C)

88 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Hikaru Fujita et al.
Chemical & pharmaceutical bulletin, 60(7), 907-912 (2012-07-14)
A method for one-pot synthesis of oxazol-5(4H)-ones has been developed using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM), which is available for the activation of carboxylic acids in an aqueous solvent. The oxazolones were prepared by the N-acylation of amino acids with carboxylic acids
Fumihiro Ito et al.
Organic & biomolecular chemistry, 3(4), 674-681 (2005-02-11)
A convergent synthesis of kwakhurin (5), a characteristic estrogen-like isoflavone of Pueraria mirifica(Leguminosae), is described. Isoflavone skeleton 31 was constructed by Suzuki-Miyaura coupling of 3-bromochromone 26 (AC-ring) and arylboronic acid 30 (B-ring) in the presence of TBAB as an additive.
M R Yazdanbakhsh et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 77(5), 1084-1087 (2010-09-28)
A series of azo disperse dyes were synthesized by coupling reaction of N,N-diethylaniline, 2-anilinoethanol and N-phenyl-2,2'-iminodiethanol with diazotized aminothiazolyl derivatives as diazo components. These dyes have been prepared in good yields, and were characterized by UV-Vis, FT-IR and 1H NMR
Photophysical properties of fullerenes and fullerene/N, N-diethylaniline charge-transfer complexes.
Wang Y.
The Journal of Physical Chemistry, 96(2), 764-767 (1992)
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